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Valparaiso

$54+ Cheap flights from Illinois to Valparaiso, FL (VPS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — VPS
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Illinois to Valparaiso

Keep the following information in mind while searching for Illinois to Valparaiso flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$88
(Booking.com)

One-way from

$54
(Booking.com)

Popular in

March

Cheapest in

January

Average price

$532

Good round-trip deal

$122 or less

Good one-way deal

$64 or less
Provider with most accurate pricing for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Valparaiso Destin-Ft Walton Beach flights.
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From Illinois to Valparaiso Destin-Ft Walton Beach
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One-way flight from Illinois to Valparaiso Destin-Ft Walton Beach
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Highest demand for flights based on searches. 18% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Illinois to Valparaiso Destin-Ft Walton Beach.
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Price to beat on a one-way flight from Illinois to Valparaiso Destin-Ft Walton Beach.
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Find flight deals from Illinois to Valparaiso

Cheapest flights from Illinois to Valparaiso
Explore the most affordable flight options available from Illinois to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/234:39 pmEVV - VPS
Nonstop1h 35mAllegiant Air
Mon 6/302:09 pmVPS - EVV
Nonstop1h 40mAllegiant Air
Deal found 3/27$88
This Cheapflightsfares deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/68:40 amBLV - VPS
Nonstop1h 51mAllegiant Air
Wed 4/92:11 pmVPS - BLV
Nonstop1h 45mAllegiant Air
Deal found 3/26$109
This Gotogate deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/252:16 pmPIA - VPS
Nonstop2h 01mAllegiant Air
Thu 5/291:10 pmVPS - PIA
Nonstop2h 07mAllegiant Air
Deal found 3/27$117
This Cheapflightsfares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/242:19 pmMDW - VPS
Nonstop2h 10mAllegiant Air
Thu 5/111:16 amVPS - MDW
Nonstop2h 13mAllegiant Air
Deal found 3/27$164
This American Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/247:25 amORD - VPS
Nonstop2h 28mAmerican Airlines
Tue 5/2711:08 amVPS - ORD
Nonstop2h 29mAmerican Airlines
Deal found 3/27$225
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/157:05 amORD - VPS
1 stop6h 55mDelta
Wed 4/235:05 pmVPS - ORD
1 stop6h 54mDelta
Deal found 3/26$252
This Sun Country Air deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/247:15 pmORD - VPS
1 stop22h 00mSun Country Air
Thu 5/16:10 pmVPS - ORD
1 stop24h 59mSun Country Air
Deal found 3/27$254
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1012:53 pmMDW - VPS
1 stop5h 40mDelta
Tue 5/136:00 amVPS - MDW
1 stop5h 53mDelta
Deal found 3/25$294
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/226:00 amSTL - VPS
1 stop6h 54mDelta
Wed 5/141:00 pmVPS - STL
1 stop3h 35mDelta
Deal found 3/27$295
This American Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/227:45 amSTL - VPS
2 stops8h 14mAmerican Airlines
Wed 5/1412:58 pmVPS - STL
1 stop5h 09mAmerican Airlines
Deal found 3/27$301
This Mytrip deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/48:05 pmORD - VPS
1 stop15h 01mMultiple Airlines
Thu 5/86:35 amVPS - ORD
2 stops17h 30mMultiple Airlines
Deal found 3/27$306
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:15 amSTL - VPS
1 stop5h 10mSouthwest
Sun 5/112:55 pmVPS - STL
Nonstop1h 50mSouthwest
Deal found 3/27$321

Cheapflights Fare Finder

Customize your flight search to find flights from Illinois to Valparaiso that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 28, 2025.
Use the filters below to find and compare flights from Illinois to Valparaiso that are best for you.

Fly from

Illinois

Fly to

Valparaiso

Route

Depart

Return

Price

EvansvilleValparaiso

EVV - VPS

EVVVPS

Evansville Dress Regional

Mon 6/23

4:39 pm-6:14 pm

Nonstop1h 35m

Valparaiso Destin-Ft Walton Beach

Mon 6/30

2:09 pm-3:49 pm

Nonstop1h 40m

$88

BellevilleValparaiso

BLV - VPS

BLVVPS

Belleville

Sun 4/6

8:40 am-10:31 am

Nonstop1h 51m

Valparaiso Destin-Ft Walton Beach

Wed 4/9

2:11 pm-3:56 pm

Nonstop1h 45m

$109

PeoriaValparaiso

PIA - VPS

PIAVPS

Greater Peoria

Sun 5/25

2:16 pm-4:17 pm

Nonstop2h 01m

Valparaiso Destin-Ft Walton Beach

Thu 5/29

1:10 pm-3:17 pm

Nonstop2h 07m

$117

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Thu 4/24

2:19 pm-4:29 pm

Nonstop2h 10m

Valparaiso Destin-Ft Walton Beach

Thu 5/1

11:16 am-1:29 pm

Nonstop2h 13m

$164

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Sat 5/24

7:25 am-9:53 am

Nonstop2h 28m

Valparaiso Destin-Ft Walton Beach

Tue 5/27

11:08 am-1:37 pm

Nonstop2h 29m

$225

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Tue 4/15

7:05 am-2:00 pm

1 stop6h 55m

Valparaiso Destin-Ft Walton Beach

Wed 4/23

5:05 pm-11:59 pm

1 stop6h 54m

$252

ChicagoValparaiso

ORD - VPS

ORDVPS

Chicago O'Hare Intl

Thu 4/24

7:15 pm-5:15 pm

1 stop22h 00m

Valparaiso Destin-Ft Walton Beach

Thu 5/1

6:10 pm-7:09 pm

1 stop24h 59m

$254

ChicagoValparaiso

MDW - VPS

MDWVPS

Chicago Midway

Sat 5/10

12:53 pm-6:33 pm

1 stop5h 40m

Valparaiso Destin-Ft Walton Beach

Tue 5/13

6:00 am-11:53 am

1 stop5h 53m

$294

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Tue 4/22

6:00 am-12:54 pm

1 stop6h 54m

Valparaiso Destin-Ft Walton Beach

Wed 5/14

1:00 pm-4:35 pm

1 stop3h 35m

$295

St. LouisValparaiso

STL - VPS

STLVPS

Lambert-St Louis

Tue 4/22

7:45 am-3:59 pm

2 stops8h 14m

Valparaiso Destin-Ft Walton Beach

Wed 5/14

12:58 pm-6:07 pm

1 stop5h 09m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 37 results
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Best time to book a flight from Illinois to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Valparaiso

What is the cheapest month to book a flight from Illinois to Valparaiso, Florida?

Currently, January is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $299). Flying from Illinois to Valparaiso, Florida in March is currently the most expensive (average of $388). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to VPS?

Find hourly flight availability from Illinois to Valparaiso. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

When flying from Illinois to Valparaiso, Florida, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Valparaiso by month

Plan your trip to Valparaiso by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Valparaiso, Florida ranges from 3.1 - 7.5 inches per month. July is typically the wettest month, when rainfall can reach 7.5 in. October is typically the driest time to visit Valparaiso, Florida when rainfall is around 3.1 in.

Temperature in Valparaiso by month

Plan your trip to Valparaiso by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Valparaiso, Florida, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing Valparaiso

Get insights into the airlines that provide service to Valparaiso. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Valparaiso. Reviews last updated March 28, 2025.
To help decide which airline to fly from Illinois to Valparaiso, see what other customers have to say about Southwest, Delta and Allegiant Air. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Sun Country Air
6.9
Okay
348 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Food

7.1

Entertainment

7.6

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Valparaiso. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Valparaiso from Illinois?

    Valparaiso Destin-Ft Walton Beach (VPS) is the airport you will fly into if you book a flight from Illinois to Valparaiso. It is only a 3.1 mi journey from Destin-Ft Walton Beach (VPS) to Valparaiso’s city center.

  • What are the cheapest airlines to fly from Illinois to Valparaiso, Florida one-way?

    To fly one-way, consider booking your trip with Allegiant Air, which is currently one of the cheapest options available, starting at $54. Southwest flights start at $90 while deals on Sun Country Air start at $120 one-way.

  • What are the most popular routes from Illinois to Valparaiso, Florida?

    Most travelers choose Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach, Lambert-St Louis - Valparaiso Destin-Ft Walton Beach or Chicago Midway - Valparaiso Destin-Ft Walton Beach when deciding on the best route from Illinois to Valparaiso, Florida.

  • What are the cheapest flights from Illinois to Valparaiso, Florida?

    Looking at all options, your cheapest flight can be booked for $198. While the most popular route (Chicago O'Hare Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $252 on average our data indicates $332 when flying from Illinois to Valparaiso, Florida.

  • Can I find deals for flights from Illinois to Valparaiso that include hotel bookings?

    Yes. In addition to deals on Illinois to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Valparaiso?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Valparaiso.

  • Can I find deals for business class flights from Illinois to Valparaiso?

    Yes. Cheapflights offers flight deals from Illinois to Valparaiso by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Valparaiso, Florida?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Valparaiso, Florida (average of $299). Flying from Illinois to Valparaiso, Florida in March is currently the most expensive (average of $388). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Illinois to Valparaiso

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Top 3 airlines flying from Illinois to Valparaiso

Discover the top 3 airlines that operate flights from Illinois to Valparaiso. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$94Average$187FlexibilityNo cancel feeOn-time88%
DeltaCheapest$199Average$416FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$233Average$453FlexibilityNo cancel feeOn-time71%
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